Senior Solutions Engineer

Pressable is hiring a Senior Solutions Engineer to own our pre-sales engineering motion and help us win and onboard the right customers. As our founding pre-sales individual contributor, you’ll partner directly with the VP to define and codify our technical sales motion. You will partner with Account Executives and Agency Partners to qualify opportunities, architect the right solutions, build confidence through demonstrations and migration planning, and ensure new customers land on our platform with a clear path to success. Your primary motion is proactive and deal-oriented: guiding prospects through technical discovery and solution definition while effectively differentiating Pressable’s products and services and setting prospects up for successful handoff to Customer Success teams. This role is ideal for someone equally comfortable talking to executives about business outcomes and logging into a server to audit a slow query or benchmark a migration environment. As a Solutions Engineer, you will: - Own the technical pre-sales process end-to-end, from discovery and solution design through product demonstrations, technical proposals, and migration planning for prospective customers. - Partner closely with Sales, Woo, and Automattic for Agencies (A4A) on strategic opportunities, leveraging your technical expertise to become the trusted advisor to prospect developer teams, IT and operations teams, and leadership. - Lead technical discovery conversations that surface architecture complexity, risk, and opportunity, and use those findings to build a compelling, right-sized solution for each prospect. - Architect migration plans for complex sites (single-site, Multisite, WooCommerce), including database moves, DNS strategy, caching/CDN configuration, performance tuning, and risk mapping, and then hand off cleanly to the TAM or migration team for execution. - Run pre-migration performance benchmarks and document the case for how Pressable will measurably improve a prospect’s current environment (TTFB, page load, stability, ops savings). - Design and implement a scalable pre-sales engagement model, creating reusable assets (demo environments, standard performance benchmarks, technical qualification frameworks) that empower Account Executives to confidently close standard deals without SE intervention. - Conduct competitive analysis and position Pressable against other hosts (WP Engine, Kinsta, Pantheon, etc.) with clear, factual TCO and performance comparisons. - Represent Pressable in the broader WordPress community—at WordCamps, agency partner events, webinars, and through published content—building Pressable’s reputation as the technical choice for serious WordPress professionals. - Feed structured, field-sourced insights back to Product and Engineering from what you’re seeing in pre-sales conversations, contributing to roadmap decisions and sales positioning. - Provide a clean, documented handoff to the TAM at deal close, including full context on the customer's architecture, risk areas, goals, open items, and first-90-days priorities. - Push the boundaries of AI in hosting by going beyond day-to-day usage: experiment with new AI-driven ways to work with the application layer, redesign how customers interact (or don’t need to interact) with the platform, and integrate adjacent systems; then turn field learnings into commercially grounded, AI-powered product ideas (for example, auto-generated performance analyses, migration runbooks, or risk maps) that expand what the platform can do for prospects and accounts. - Steer discussions with senior prospect leadership regarding technical and product strategy, trade-offs, and risk management during the evaluation process. **About you:** You are motivated by winning; by building technical conviction in a prospect, removing the last objection, and watching a complex deal close because of the work you did. You operate proactively, create structure in ambiguous situations, and build assets tha